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Name	L-5-Hydroxytryptophan	EINECS	224-411-1
CAS No.	4350-09-8	Density	1.484 g/cm³
PSA	99.34000	LogP	1.52820
Solubility	slightly soluble in water	Melting Point	270 °C (dec.)(lit.)
Formula	C₁₁H₁₂N₂O₃	Boiling Point	520.6 °C at 760 mmHg
Molecular Weight	220.228	Flash Point	268.7 °C
Transport Information	UN 2811 6.1/PG 3	Appearance	white to pale grey powder
Safety	36-26	Risk Codes	22-36/37/38-65-20/21/22-20/21
Molecular Structure		Hazard Symbols	Xn, Xi
Synonyms	Tryptophan,5-hydroxy-, L- (8CI);(S)-5-Hydroxytryptophan;5-Hydroxy-L-tryptophan;5-Hydroxyl-L-tryptophan;Cincofarm;L-5-HTP;Levothym;Levotinine;Oxitriptan;Oxyfan;Pretonine;Quietim;Serotonyl;Telesol;Tript-Oh;	Article Data	16

L-5-Hydroxytryptophan Synthetic route

: 1953-54-4
indol-5-ol

: 56-45-1
L-serin

: 4350-09-8
L-5-HTP

Conditions

Conditions	Yield
Stage #1: indol-5-ol; L-serin With pyridoxal 5'-phosphate; thermotoga maritima with tryptophan synthase β-subunit from pyrococcus furiosus M145T N167D mutant In aq. phosphate buffer; water; dimethyl sulfoxide at 75℃; for 2h; pH=8; Sealed tube; Enzymatic reaction; Stage #2: With hydrogenchloride In water	93%
With transformed Escherichia coli cells at 37℃; for 24h;	70 % Chromat.
With tryptophan synthase; pyridoxal 5'-phosphate at 37℃; for 24h; pH=7.8; Enzymatic reaction;

: 90830-06-1
DL-5-hydroxytryptophane amide

: 4350-09-8
L-5-HTP

Conditions

Conditions	Yield
	43%
	43%

: 73-22-3
L-Tryptophan

A: 25198-02-1
7-Hydroxy-L-tryptophan

B: 25242-90-4
4-Hydroxy-L-tryptophan

C: 13567-14-1
(S)-6-hydroxytryptophan

D: 4350-09-8
L-5-HTP

Conditions

Conditions	Yield
With dihydrogen peroxide; edetate disodium; iron(II) sulfate; ascorbic acid In water at 22℃; for 0.0416667h;	A n/a B 10% C n/a D 12%

: 3520-59-0
L-N-benzyloxycarbonyl-5-benzyloxytryptophan

: 4350-09-8
L-5-HTP

Conditions

Conditions	Yield
With ethanol; palladium Hydrogenation;

: 3017-27-4
5-benzyloxy-Nα-benzyloxycarbonyl-DL-tryptophan

: 4350-09-8
L-5-HTP

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: quinine 2: palladium; ethanol / Hydrogenation View Scheme

: 73-22-3
L-Tryptophan

A: 61-54-1
tryptamine

B: 2922-83-0
L-kynurenine

C: hydroxyhexahydropyrrolo[2,3-b]indole-2-carboxylic acid

D: (S )-2-Amino-4-(2-formamidophenyl)-4-oxobutanoic acid

E: hydroxyoxoindolylalanine

F: 236094-74-9
2-amino-3-(2-oxoindolin-3-yl)propanoic acid

G: 4350-09-8
L-5-HTP

Conditions

Conditions	Yield
With dihydrogen peroxide at 37℃; for 6h; pH=4.6; Darkness; aq. borate buffer;

...Expand

: 73-22-3
L-Tryptophan

: 4350-09-8
L-5-HTP

Conditions

Conditions	Yield
With tryptophan hydroxylase Enzymatic reaction;
With ferrous ammonium sulphate; 6-methyl-5,6,7,8-tetrahydrobopterin; tryptophan hydroxylase; oxygen In aq. buffer at 20℃; for 0.333333h; pH=7.7; Kinetics; Mechanism; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Enzymatic reaction; chemoselective reaction;

: 67-56-1
methanol

: 4350-09-8
L-5-HTP

: 5-hydroxy-DL-tryptophan methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at -5 - 20℃; for 16h;	98%
With thionyl chloride at 0 - 20℃; Inert atmosphere;	74%

: 4350-09-8
L-5-HTP

: 50-67-9
3-(2-aminoethyl)-1H-indol-5-ol

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase In various solvent(s) at 30℃; for 48h;	97%
With NH4OH-NH4Cl buffer; pyridoxal 5'-phosphate at 30℃; for 0.5h; relative rate of CO2 evolution by aromatic L-amino acid decarboxylase from Micrococcus percitreus;
With isopropyl β-D-thiogalactoside; L-tryptophan decarboxylase in recombinant Escherichia coli at 28℃;

: 38050-71-4
9-methoxy-9-BBN

: 4350-09-8
L-5-HTP

: C19H25BN2O3

Conditions

Conditions	Yield
With pyridine	97%

L-5-Hydroxytryptophan Chemical Properties

Molecular Formula: C₁₁H₁₂N₂O₃
Molecular Weight: 220.22
EINECS: 224-411-1
Flash piont: 175 °F
Refractive index: n20/D 1.4850(lit.)
Melting Point: 270 °C (dec.)(lit.)
Density: 0.902 g/mL at 25 °C(lit.)
Appearance: White to pale grey powder
Alpha: -32.5 º (c=1,H₂O on dry basis)
Melting point: 270 °C (dec.)(lit.)
Storage tempreture: 2-8 °C
Water solubility: 10 mg/mL
Appearance: Colorless to pale pink crystals
Structure of L-5-Hydroxytryptophan (CAS NO.4350-09-8):

IUPAC Name: (2S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
Canonical SMILES: C1=CC2=C(C=C1O)C(=CN2)CC(C(=O)O)N
Isomeric SMILES: C1=CC2=C(C=C1O)C(=CN2)C[C@@H](C(=O)O)N
InChI: InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1
InChIKey: LDCYZAJDBXYCGN-VIFPVBQESA-N
Product Category of L-5-Hydroxytryptophan (CAS NO.4350-09-8): Pharmaceutical Raw Materials;Indoles and derivatives;Tryptophan [Trp, W];Biochemistry;Biological-modified Amino Acids;Indoles;Tryptophans;Natural Plant Extract;Biochemicals Found in Plants;Nutrition Research;Tryptophan Derivatives;Unnatural Amino Acid Derivatives

L-5-Hydroxytryptophan Uses

L-5-Hydroxytryptophan (CAS NO.4350-09-8) is used as an antidepressant, appetite suppressant, and sleep aid.

L-5-Hydroxytryptophan Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	298mg/kg (298mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 307, 1975.
mouse	LD50	intravenous	375mg/kg (375mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA BEHAVIORAL: EXCITEMENT	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 69, Pg. 523, 1973.
mouse	LD50	oral	1708mg/kg (1708mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 307, 1975.
mouse	LD50	subcutaneous	418mg/kg (418mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: TREMOR	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 307, 1975.
rabbit	LD50	oral	285mg/kg (285mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 307, 1975.
rat	LD50	intraperitoneal	91mg/kg (91mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 69, Pg. 523, 1973.
rat	LD50	intravenous	27mg/kg (27mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 307, 1975.
rat	LD50	oral	243mg/kg (243mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 69, Pg. 523, 1973.
rat	LD50	subcutaneous	149mg/kg (149mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 307, 1975.

L-5-Hydroxytryptophan Safety Profile

Safety Information of L-5-Hydroxytryptophan (CAS NO.4350-09-8):
Hazard Codes: Xn Irritant Xi
Risk Statements: 22-36/37/38-65-20/21/22-20/21
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R65: Harmful: may cause lung damage if swallowed.
R20/21: Harmful by inhalation and in contact with skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36-26
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: YN7110000
HazardClass: 6.1
PackingGroup: III
HS Code: 29339990

L-5-Hydroxytryptophan Specification

L-5-Hydroxytryptophan , its cas register number is 4350-09-8. It also can be called 5-Hydroxy-L-tryptophan ; Oxitriptan ; Tript-OH ; and L-Tryptophan, 5-hydroxy- . L-5-Hydroxytryptophan (CAS NO. 4350-09-8) is a naturally occurring amino acid, and is a precursor to the neurotransmitter serotonin and an intermediate in tryptophan metabolism. It is marketed in the United States and other countries as a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid. However, according to a 2001 meta-analysis, no sufficient high quality research has been done to establish its effectiveness for treatment of clinical depression or dysthymia.

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